2-Acetylthiophene → 2-Acetyl-4,5-dichlorothiophene

HRID 844014Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 844014
[S:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[C:6](=[O:8])[CH3:7].[Cl-:9].[Al+3].[Cl-:11].[Cl-].ClCl>C(Cl)(Cl)Cl.C(Cl)(Cl)(Cl)Cl.C(Cl)Cl>[Cl:9][C:4]1[CH:3]=[C:2]([C:6](=[O:8])[CH3:7])[S:1][C:5]=1[Cl:11]

Komponenten

7

Edukt 3

HCID 69202-AcetylthiopheneHCID 24526ChlorineHCID 6451240Aluminum(III) Chloride

Produkt 1

HCID 1488132-Acetyl-4,5-dichlorothiopheneAusbeute 108,9 %

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 5943Carbon TetrachlorideLösungsmittelHCID 6212ChloroformLösungsmittelHCID 6344DichloromethaneLösungsmittel

Reaktionsbedingungen

Temperatur
20 °C

Versuchsvorschrift

To a solution of 1-Thiophen-2-yl-ethanone (5.0 grams, 40.0 mmole) in chloroform (50 ml) at 20° C. was added portionwise aluminum chloride (15.9 grams, 119.0 mmole). The mixture was stirred at 20° C. for 10 minutes and 1 M Cl2 in carbon tetrachloride (120 ml) was added dropwise. The mixture was stirred at room temperature for 30 minutes and diluted with methylene chloride (300 ml) and washed with 1 N sodium hydroxide and water and dried over magnesium sulfate and concentrated to give a solid (8.5 g). MW 195.07; MS (m/e) 196 (M++1).

Aufarbeitung

  1. stirringThe mixture was stirred at room temperature for 30 minutes
  2. washwashed with 1 N sodium hydroxide and water
  3. dry with materialdried over magnesium sulfate
  4. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-a881c90d94a144ef950ac72d3e8de41c
Quelldatensatz
uspto-grants-2002_04
Patentnummer
US06380218B1

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